Chesterton, IN Homes

• 

  

  

  /41

  $899,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  2179 W 1100 N, Chesterton, IN 46304

  The sought-after Madeleine Model is now available and MOVE IN READY! One of our most desirable floorplans and on one of the largest lots of the community, this home combines thoughtful design with high-end finishes throughout. Step inside to a grand foyer with wainscoting and stunning two-story views. The main level offers a private primary suite, tucked away from the main living areas, complete

  Madison Young Brokerworks Group

  2179 W 1100 N, Chesterton, IN 46304
• 

  

  

  /22

  $417,000 Sold Apr 20, 2026

  2130 Westchester Ave Unit 32, Chesterton, IN 46304

  • 4 Beds
  • 4 Baths
  • 2,160 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $193/SF
  • 2 Days On Market

  Current Estimated Value $315,416

  Last Listing Agent Paul Boyter McColly Real Estate

  2130 Westchester Ave Unit 32, Chesterton, IN 46304
• 

  

  

  /28

  Est $268,671 Not Listed For Sale

  920 S Jackson Blvd, Chesterton, IN 46304

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1975

  920 S Jackson Blvd, Chesterton, IN 46304

  Last Sold Summary

  • 14% Above List Price
  • $143/SF
  • 107 Days On Market

  • Last Sold Price $235,000
  • Nov 29, 2023

  Last Listing Agent Judith Posiadlik McColly Real Estate
• 

  

  

  /5

  $55,000

  • Land
  • 8,276 Sq Ft
  • $289,474 per Acre

  1271 Monterey Dr, Chesterton, IN 46304

  Looking to build? Sand Creek Country Club Community is almost sold out!! Lots in one of the best phases of this subdivision are now available. The Highlands of Sand Creek is located on the eastern boarder. This is the lifestyle you have been searching for. Sand Creek Country Club offers amenities for everyone including world class golf, pool, tennis, fitness, dining, various programs and social

  Christina Harber Blackrock Real Estate Services

  1271 Monterey Dr, Chesterton, IN 46304
• 

  

  

  /56

  $375,000 Sold May 16, 2025

  955 N 400 E, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft
  • Built 1969

  Last Sold Summary

  • $190/SF
  • 55 Days On Market

  Current Estimated Value $374,507

  Last Listing Agent Mary Willis Monty Willis Team PC

  955 N 400 E, Chesterton, IN 46304
• 

  

  /21

  Est $333,554 Not Listed For Sale

  824 S 18th St, Chesterton, IN 46304

  • 3 Beds
  • 2.5 Baths
  • 1,820 Sq Ft
  • Built 2000

  824 S 18th St, Chesterton, IN 46304

  Last Sold Summary

  • 2% Above List Price
  • $180/SF
  • 15 Days On Market

  • Last Sold Price $328,000
  • Aug 23, 2024

  Last Listing Agent Brent Wright McColly Real Estate
• 

  

  /6

  $199,999

  • Land
  • 10,018 Sq Ft
  • $869,561 per Acre

  0 Village Point, Chesterton, IN 46304

  Unique lot in Coffee Creek. Many possibilities. Subject to approvals. The lot is 100x100 and is on a hill overlooking the pond and fountain.

  Dawn Bernhardt Blackrock Real Estate Services

  0 Village Point, Chesterton, IN 46304
• 

  

  /24

  $300,000 Sold Oct 20, 2025

  619 S 22nd St, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft
  • Built 1985

  Last Sold Summary

  • 13% Below List Price
  • $221/SF
  • 150 Days On Market

  Current Estimated Value $305,823

  Last Listing Agent Zachary Sliwa The Lyons Group Real Estate

  619 S 22nd St, Chesterton, IN 46304
• 

  

  /50

  Est $397,247 Not Listed For Sale

  820 S 19th St, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 2,196 Sq Ft
  • Built 1995

  820 S 19th St, Chesterton, IN 46304

  Last Sold Summary

  • 3% Above List Price
  • $175/SF
  • 89 Days On Market

  • Last Sold Price $384,500
  • Feb 09, 2024

  Last Listing Agent Debra Lightfoot McColly Real Estate
• 

  

  /33

  $299,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  351 U S 20, Chesterton, IN 46304

  Discover the perfect blend of comfort and potential in this move-in ready 4-bedroom, 1.5 bath home in Burns Harbor. Ideally situated on a sprawling 0.73-acre lot and zoned RC2, this property offers incredible flexibility for use as a primary residence, a business location with excellent visibility, or both. The exterior boasts exceptional curb appeal with brand-new siding installed in 2022 and a

  Aron Thompson VIA Realty

  351 U S 20, Chesterton, IN 46304
• 

  /2

  $75,000 Sold Aug 28, 2025

  1581 Spyglass Cir, Chesterton, IN 46304

  • Land
  • 18,120 Sq Ft
  • $180,288 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 116 Days On Market

  Current Estimated Value $75,518

  Last Listing Agent Karen Maynard McColly Real Estate

  1581 Spyglass Cir, Chesterton, IN 46304
• 

  

  /35

  Est $473,470 Not Listed For Sale

  820 S 23rd St, Chesterton, IN 46304

  • 5 Beds
  • 4 Baths
  • 2,785 Sq Ft
  • Built 1996

  820 S 23rd St, Chesterton, IN 46304

  Last Sold Summary

  • 1% Above List Price
  • $169/SF
  • 51 Days On Market

  • Last Sold Price $470,000
  • Nov 06, 2023

  Last Listing Agent Rocky Guernsey Key Realty Indiana, LLC
• 

  

  /29

  $649,570

  • 4 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  2015 Terreno Dr, Chesterton, IN 46304

  Stunning 2 story home offering over 2,700 finished square feet of thoughtfully designed living space. This custom-built home features a luxurious main level primary suite with a private bath, walk-in closet, and direct access to a covered patio, perfect for relaxing or entertaining. The upper level includes three spacious bedrooms, a full bath, and a versatile bonus room that can serve as a

  Gina Guarino McColly Real Estate

  2015 Terreno Dr, Chesterton, IN 46304
• 

  

  /47

  $384,000 Sold May 27, 2025

  492 Gladys Ln, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 3,262 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Below List Price
  • $118/SF
  • 134 Days On Market

  Current Estimated Value $384,961

  Last Listing Agent Daniel Cahillane Realty Executives Premier

  492 Gladys Ln, Chesterton, IN 46304
• 

  

  /14

  Est $414,977 Not Listed For Sale

  117 Beverly Dr, Chesterton, IN 46304

  • 3 Beds
  • 3.5 Baths
  • 2,096 Sq Ft
  • Built 1991

  117 Beverly Dr, Chesterton, IN 46304

  Last Sold Summary

  • 19% Above List Price
  • $167/SF
  • 128 Days On Market

  • Last Sold Price $349,000
  • Feb 18, 2025

  Last Listing Agent Robin Porter Porter's Real Estate Solutions
• 

  

  /14

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  1624 Fox Point Dr, Chesterton, IN 46304

  From the moment you pull into the driveway, you'll feel the warmth and welcome of this thoughtfully cared-for home. This well-cared-for 3 bedroom, 2 bath tri-level is perfectly situated in one of Chesterton's most convenient locations--just minutes from shopping, dining, parks, south shore train station, and top-rated schools. Step inside to a bright and inviting layout that offers comfortable

  Nicole Scott Century 21 Affiliated

  1624 Fox Point Dr, Chesterton, IN 46304
• 

  

  /13

  $185,000 Sold Jul 11, 2025

  222 Chief Cir, Chesterton, IN 46304

  • 3 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Above List Price
  • $224/SF
  • 4 Days On Market

  Current Estimated Value $178,044

  Last Listing Agent Valarie Kubacki Dream Team Agents, LLC

  222 Chief Cir, Chesterton, IN 46304
• 

  

  /21

  Est $332,477 Not Listed For Sale

  1622 Beverly Dr, Chesterton, IN 46304

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1991

  1622 Beverly Dr, Chesterton, IN 46304

  Last Sold Summary

  • 19% Above List Price
  • $123/SF
  • 25 Days On Market

  • Last Sold Price $279,900
  • May 31, 2024

  Last Listing Agent Halina Zdanowski LPT Realty LLC
• 

  

  /35

  $410,000 Sold Feb 13, 2026

  604 Oakwood Dr, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft
  • Built 2005

  Last Sold Summary

  • 16% Below List Price
  • $145/SF
  • 155 Days On Market

  Current Estimated Value $417,027

  Last Listing Agent Noreen Adams BHHS Executive Realty

  604 Oakwood Dr, Chesterton, IN 46304
• 

  

  /25

  Est $435,418 Not Listed For Sale

  1618 Beverly Dr, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,398 Sq Ft
  • Built 1995

  1618 Beverly Dr, Chesterton, IN 46304

  Last Sold Summary

  • 11% Above List Price
  • $164/SF
  • 9 Days On Market

  • Last Sold Price $393,000
  • Jan 23, 2024

  Last Listing Agent Jamie Hogan @ Properties
• 

  

  /5

  $696,655 Sold May 09, 2025

  2321 Redwood Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,831 Sq Ft
  • Built 2025

  Last Sold Summary

  • $246/SF
  • 1 Day On Market

  Last Listing Agent Theresa Casillas Better Homes and Gardens Real

  2321 Redwood Ln, Chesterton, IN 46304
• 

  

  /51

  Est $448,362 Not Listed For Sale

  1111 Olivia Ct, Chesterton, IN 46304

  • 3 Beds
  • 2.5 Baths
  • 3,022 Sq Ft
  • Built 1991

  1111 Olivia Ct, Chesterton, IN 46304

  Last Sold Summary

  • 9% Above List Price
  • $136/SF
  • 29 Days On Market

  • Last Sold Price $412,000
  • Jul 12, 2023

  Last Listing Agent Judy Fischer Century 21 Affiliated
• 

  

  /5

  $70,000 Sold Jun 02, 2025

  1850 Toms Ct, Chesterton, IN 46304

  • Land
  • 13,503 Sq Ft
  • $225,806 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 240 Days On Market

  Current Estimated Value $71,000

  Last Listing Agent Don Janes Trueblood Real Estate, LLC

  1850 Toms Ct, Chesterton, IN 46304
• 

  

  /39

  Est $346,202 Not Listed For Sale

  1600 Cobblestone Ct, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 2,080 Sq Ft
  • Built 1970

  1600 Cobblestone Ct, Chesterton, IN 46304

  Last Sold Summary

  • 8% Above List Price
  • $154/SF
  • 6 Days On Market

  • Last Sold Price $320,000
  • Jul 26, 2023

  Last Listing Agent Brian E Rossi Listing Leaders Northwest
• 

  

  /21

  $280,000 Sold Feb 20, 2026

  1817 W Porter Ave, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • Built 1963

  Last Sold Summary

  • 14% Below List Price
  • $143/SF
  • 112 Days On Market

  Current Estimated Value $283,829

  Last Listing Agent Debra Lightfoot McColly Real Estate

  1817 W Porter Ave, Chesterton, IN 46304
• 

  

  /38

  Est $347,126 Not Listed For Sale

  1724 Green Meadow Ln, Chesterton, IN 46304

  • 5 Beds
  • 2 Baths
  • 2,708 Sq Ft
  • Built 1978

  1724 Green Meadow Ln, Chesterton, IN 46304

  Last Sold Summary

  • 4% Above List Price
  • $124/SF
  • 6 Days On Market

  • Last Sold Price $335,000
  • Dec 15, 2023

  Last Listing Agent Christine Coughlin Listing Leaders
• 

  

  /22

  $262,000 Sold Dec 19, 2025

  509 E Burdick Rd, Chesterton, IN 46304

  • 3 Beds
  • 3 Baths
  • 2,204 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $119/SF
  • 61 Days On Market

  Current Estimated Value $276,271

  Last Listing Agent Valarie Kubacki Dream Team Agents, LLC

  509 E Burdick Rd, Chesterton, IN 46304
• 

  

  /25

  Est $317,702 Not Listed For Sale

  1716 Green Meadow Ln, Chesterton, IN 46304

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft
  • Built 1978

  1716 Green Meadow Ln, Chesterton, IN 46304

  Last Sold Summary

  • 3% Above List Price
  • $157/SF
  • 1 Day On Market

  • Last Sold Price $309,900
  • Jul 22, 2024

  Last Listing Agent Lisa Thompson @ Properties
• 

  

  /72

  $729,900 Sold Apr 24, 2026

  266 Paul Revere Dr, Chesterton, IN 46304

  • 4 Beds
  • 3.5 Baths
  • 4,209 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $173/SF
  • 2 Days On Market

  Current Estimated Value $727,491

  Last Listing Agent Cheryl Bonin CHERYL Real Estate Services, L

  266 Paul Revere Dr, Chesterton, IN 46304
• 

  

  /29

  Est $305,143 Not Listed For Sale

  1700 Green Meadow Ln, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft
  • Built 1978

  1700 Green Meadow Ln, Chesterton, IN 46304

  Last Sold Summary

  • 4% Above List Price
  • $162/SF
  • 38 Days On Market

  • Last Sold Price $293,000
  • Dec 13, 2024

  Last Listing Agent Jaclyn Gore-Williams Listing Leaders
• 

  

  /41

  $336,500 Sold Jun 16, 2025

  121 Westchester Ct, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 2,885 Sq Ft
  • Built 1939

  Last Sold Summary

  • 12% Above List Price
  • $117/SF
  • 3 Days On Market

  Current Estimated Value $330,298

  Last Listing Agent Lisa Gaff White Hat Realty Group, LLC

  121 Westchester Ct, Chesterton, IN 46304
• 

  

  /24

  Est $341,326 Not Listed For Sale

  616 Chestnut Blvd, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1969

  616 Chestnut Blvd, Chesterton, IN 46304

  Last Sold Summary

  • 1% Above List Price
  • $181/SF
  • 5 Days On Market

  • Last Sold Price $338,000
  • Aug 20, 2024

  Last Listing Agent Paul Boyter McColly Real Estate
• 

  

  /23

  $180,000 Sold Feb 20, 2026

  1288 N Brummitt Rd, Chesterton, IN 46304

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • Built 1951

  Last Sold Summary

  • 40% Below List Price
  • $102/SF
  • 103 Days On Market

  Current Estimated Value $197,606

  Last Listing Agent Shawn Spaw Stray Dog Properties, LLC

  1288 N Brummitt Rd, Chesterton, IN 46304
• 

  

  /10

  Est $312,873 Not Listed For Sale

  1036 W 1100 N, Chesterton, IN 46304

  • 4 Beds
  • 3 Baths
  • 2,004 Sq Ft
  • Built 1980

  1036 W 1100 N, Chesterton, IN 46304

  Last Sold Summary

  • 5% Above List Price
  • $149/SF
  • 10 Days On Market

  • Last Sold Price $298,000
  • Oct 25, 2023

  Last Listing Agent Christopher Pumroy Listing Leaders
• 

  

  /23

  $315,000 Sold Sep 22, 2025

  2530 Springdale St, Chesterton, IN 46304

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 42 Days On Market

  Current Estimated Value $297,063

  Last Listing Agent Crystal Soliday @properties/Christie's Intl RE

  2530 Springdale St, Chesterton, IN 46304
• 

  

  /4

  Est $337,079 Not Listed For Sale

  1608 Briarcliffe Ct, Chesterton, IN 46304

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 1979

  1608 Briarcliffe Ct, Chesterton, IN 46304

  Last Sold Summary

  • 23% Above List Price
  • $116/SF
  • 1 Day On Market

  • Last Sold Price $275,000
  • Apr 12, 2024

  Last Listing Agent Diana Swets McColly Real Estate
• 

  

  /6

  $47,500 Sold Dec 02, 2025

  1810 Bramble Trace, Chesterton, IN 46304

  • Land
  • 11,761 Sq Ft
  • $175,926 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 66 Days On Market

  Current Estimated Value $48,533

  Last Listing Agent Nathan Banga Banga Realty, LLC

  1810 Bramble Trace, Chesterton, IN 46304
• 

  

  /38

  Est $355,057 Not Listed For Sale

  1046 Crabtree Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 1980

  1046 Crabtree Ln, Chesterton, IN 46304

  Last Sold Summary

  • 5% Below List Price
  • $186/SF
  • 3 Days On Market

  • Last Sold Price $375,000
  • Jun 07, 2024

  Last Listing Agent Sarah Verpooten Listing Leaders MVPs
• 

  

  /20

  $559,361 Sold Nov 07, 2025

  2228 Redwood Ln, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,241 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Above List Price
  • $250/SF
  • 2 Days On Market

  Last Listing Agent Michelle Renninger Brokerworks Group

  2228 Redwood Ln, Chesterton, IN 46304
• 

  

  /22

  Est $354,674 Not Listed For Sale

  521 Dunewood Dr, Chesterton, IN 46304

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft
  • Built 1975

  521 Dunewood Dr, Chesterton, IN 46304

  Last Sold Summary

  • 4% Above List Price
  • $127/SF
  • 15 Days On Market

  • Last Sold Price $340,000
  • May 21, 2024

  Last Listing Agent Kristen Stemple Seramur Properties, LLC

Showing Results 521 - 560, Page 14 of 18